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During her high school career at North Haven High School in North Haven, Connecticut, Weimer netted 109 goals, a school record. She also garnered the NSCAA's All-American award twice, All-New England award three times, Parade All-American award twice, McDonald's All-American award once and SCC Hammonasset's All-Conference Award four times. Weimer played on South Central Premiere from 1993–1998, which is where her soccer career got its start. She went on to play for World Class Soccer from 1999-2003. The 1999 team won the National Championship and Weimer personally won the Adidas Golden Boot Award in that tournament.

After graduating from North Haven High School, Tiffany proceeded to attend Pennsylvania State University in University Park, Pennsylvania. Her 2002 season at Penn State yielded a Final Four appearance in the Division I NCAA Championship and were Big Ten Champions. She was honored with a spot on the Big Ten All Freshman Team,[1] the Soccer Buzz All Freshman Team (Mid-Atlantic Region)[2] and won the Big Ten Freshman of the Year.[1] In 2003, the Penn State Nittany Lions appeared in the Elite 8 of the Division I NCAA Championship and were the Big Ten Champions. Weimer received a spot on the All Big Ten Team and the NSCAA's 1st Team All-American.[3] She was also a Semi-Finalist for the MAC Hermann Trophy. The 2004 Nittany Lions were Big Ten Champions with Weimer receiving the Big Ten Offensive Player of The Year,[4] earned a spot on the NSCAA's 1st Team All-American[5] and Runner-Up for the MAC Hermann Trophy.[6] Weimer's final season at Penn State in 2005 drew an undefeated season of 23-0-2.[7] They appeared in the Final 4 of the Division I NCAA Championship and were Big Ten Champions. Weimer received Big Ten Female Athlete of the Year, the Suzy Favor Award,[8] Top Drawer Soccer Player of the Year, MAC Hermann Runner-Up[9] and holds the NCAA record for most consecutive games with goals scored, 17 in total. Overall, Tiffany Weimer scored 91 goals, a Big Ten record, and 9th in the NCAA,[10] and 32 assists. Most goals in one season: 32. Most Game-Winning Goals(season): 13.

In 2007, Weimer joined the SoccerPlus Connecticut Reds of the Women's Premier Soccer League. In the 2007 season, the Connecticut Reds finished third in the league. Weimer was also named WPSL East Player of the Year of 2007.[11] Weimer contributed her expertise and degree in journalism from Pennsylvania State University and wrote a blog for that team, "Tiff's Journal."[12]

On January 16, 2009, Tiffany Weimer was selected as a third round draft pick (17th overall) to play for the FC Gold Pride, a team based in the San Francisco area.[14] In her first appearance with the club, she assisted on the first goal in club history, a cross to teammate Eriko Arakawa for a header.[15] On August 9, 2009, FC Gold Pride wrapped up their inaugural season. Tiffany Weimer tallied a team-high three assists and also added one goal to her professional account.

On September 30, 2009, FC Gold Pride waived the 2010 rights to Weimer[16] and on October 8, it was announced that Weimer had agreed to terms with the Boston Breakers for the 2010 season.[17] On July 28, 2010, Weimer mutually terminated her 2010 contract with the Boston Breakers[18] and announced her plans to travel abroad and play for AIK of Allsvenskan in Sweden.[19]